7504-66-7

Basic information

• Product Name: 4-allyl-2-methoxyphenyl propionate
• Synonyms: 4-allyl-2-methoxyphenyl propionate;Propionic acid 4-allyl-2-methoxyphenyl ester;eugenyl propionate
• CAS NO: 7504-66-7
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.26434
• EINECS: 231-357-2
• Mol File: 7504-66-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 285.6°C at 760 mmHg
• Flash Point: 115.1°C
• Appearance: /
• Density: 1.039g/cm³
• Vapor Pressure: 0.00277mmHg at 25°C
• Refractive Index: 1.504
• CAS DataBase Reference: 4-allyl-2-methoxyphenyl propionate(CAS DataBase Reference)
• NIST Chemistry Reference: 4-allyl-2-methoxyphenyl propionate(7504-66-7)
• EPA Substance Registry System: 4-allyl-2-methoxyphenyl propionate(7504-66-7)

Safety Data

• Hazardous Substances Data: 7504-66-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H16O3/c1-4-6-10-7-8-11(12(9-10)15-3)16-13(14)5-2/h4,7-9H,1,5-6H2,2-3H3

Upstream product

• 97-53-0 4-allylguaiacol 
• 79-03-8 propionyl chloride 
• 123-62-6 propionic acid anhydride 

Downstream Products

• 92666-22-3 (E)-2-methoxy-4-(1-propen-1-yl)phenyl propionate 

Relevant articles and documents

Synthesis of eugenol derivatives and its anti-inflammatory activity against skin inflammation

Eugenol is a phytochemical present in aromatic plants has generated considerable interest in the pharmaceutical industries mainly in cosmetics. A series of eugenol esters (ST1-ST7) and chloro eugenol (ST8) have been synthesized. The structures of newly synthesized compounds were confirmed by 1H and 13C NMR and mass spectrometry. In an effort to evaluate the pharmacological activity of eugenol derivatives, we explored its anti-inflammatory potential against skin inflammation using in-vitro and in-vivo bioassay. Synthesized derivatives significantly inhibited the production of pro-inflammatory cytokines against LPS-induced inflammation in macrophages. Among all derivatives, ST8 [Chloroeugenol (6-chloro, 2-methoxy-4-(prop-2-en-1-yl)-phenol)] exhibited most potent anti-inflammatory activity without any cytotoxic effect. We have further evaluated the efficacy and safety in in-vivo condition. ST8 exhibited significant anti-inflammatory activity against TPA-induced skin inflammation without any skin irritation effect on experimental animals. These findings suggested that ST8 may be a useful therapeutic candidate for the treatment of skin inflammation.

Synthesis, antimicrobial activity and in silico studies on eugenol eters

The results presented herein represent our continued study based on the modification of phenolic functionality in molecules originated from natural sources by acylation. A small focused library of nineteen eugenyl esters, with four of which are new compounds, is reported. All compounds were subjected to in vitro antimicrobial testing. In silico studies were carried out calculating physico-chemical, pharmacokinetic and toxicological properties, providing more data as additional guidance for further research.

Synthesis and antibacterial study of eugenol derivatives

A series of eugenol derivatives (2-14) were synthesized and evaluated for their antibacterial activity against five bacterial test strains; three Gram-positive bacteria (Bacillus subtilis, Staphylococcus aureus and Staphylococcus epidermidis) and two Gram-negative bacteria (Escherichia coli and Salmonella typhimurium) using well-diffusion method. Among the compounds tested, compounds 2-4 displayed susceptible activity toward S. epidermidis with 16-18 mm whereas compounds 12 exhibited susceptible inhibition towards S. aureus only with inhibition diameter of 16 mm, respectively. Other compounds possessed varied antibacterial activities classified as intermediate or resistance indicating that eugenol derivatives have narrow spectrum activity and specifically to Gram-positive bacteria.